3-甲氧基-5-甲基噻吩-2-羧酸 | 83261-26-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 中文名称: 3-甲氧基-5-甲基噻吩-2-羧酸
• 英文名称: 3-methoxy-5-methylthiophene 2-carboxylic acid
• 英文别名: 3-Methoxy-5-methylthiophene-2-carboxylic acid
• CAS: 83261-26-1
• 化学式: C₇H₈O₃S
• 分子量: 172.205
• InChiKey: IYTOVCKSPJGCOJ-UHFFFAOYSA-N

物化性质

• 沸点：
  307.1±37.0 °C(Predicted)
• 密度：
  1.307±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  74.8
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2934999090

反应信息

• 作为反应物：
  描述：

  3-甲氧基-5-甲基噻吩-2-羧酸 以91%的产率得到3-methoxy-5-methylthiophene
  参考文献：
  名称：

  A New Route for the Synthesis of 3-Methoxythiophenes

  摘要：

  A new synthesis of 4-substituted, 5-substituted and 4,5-disubstituted 3-methoxythiophenes is reported. The reaction takes place in three steps in nealy quantitative yields starting from methyl 3-hydroxythiophene-2-carboxylates.

  DOI：

  10.3987/com-96-7512
• 作为产物：
  描述：

  3-羟基-5-甲基-2-噻吩羧酸甲酯 在 sodium hydroxide 、 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 12.5h， 生成 3-甲氧基-5-甲基噻吩-2-羧酸
  参考文献：
  名称：

  A New Route for the Synthesis of 3-Methoxythiophenes

  摘要：

  A new synthesis of 4-substituted, 5-substituted and 4,5-disubstituted 3-methoxythiophenes is reported. The reaction takes place in three steps in nealy quantitative yields starting from methyl 3-hydroxythiophene-2-carboxylates.

  DOI：

  10.3987/com-96-7512

文献信息

• Organic compounds and their use as pharmaceuticals
  申请人：Lilly Industries Limited

  公开号：US04904686A1

  公开（公告）日：1990-02-27

  Compounds of the following formula have pharmacutical properties: ##STR1## in which R.sup.1 and R.sup.2 independently are hydrogen, halo, nitro, amino, C.sub.2-5 acylamino, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, C.sub.1-4 alkylthio, C.sub.1-4 alkylsulphonyl, N-substituted heterocyclyl, optionally substituted phenyl, optionally substituted phenylthio, optionally substituted phenylsulphonyl or optionally substituted phenylsulphonamido, or R.sup.1 and R.sup.2 together form a C.sub.3-5 alkylene bridge, R.sup.3 is C.sub.1-4 alkyl or C.sub.2-4 alkenyl, and X is (i) --(CH.sub.2).sub.n N(R.sup.4).sub.2 where each R.sup.4 independently is C.sub.1-4 alkyl, C.sub.2-4 alkenyl or optionally substituted C.sub.6 H.sub.5 CH.sub.2 --, and n is 1, 2 or 3, or (ii) a 5- to 8-membered alicyclic group containing one or two nitrogen atoms and directly attached to the amido nitrogen or attached by a C.sub.1-3 alkylene chain; and salts thereof.

  以下公式化合物具有药理学性质：##STR1## 其中R.sup.1和R.sup.2独立地是氢、卤素、硝基、氨基、C.sub.2-5酰胺基、C.sub.1-4烷基、C.sub.1-4烷氧基、C.sub.1-4烷基硫基、C.sub.1-4烷基磺酰基、N-取代杂环烷基、可选择取代苯基、可选择取代苯硫基、可选择取代苯磺酰基或可选择取代苯磺酰胺基，或者R.sup.1和R.sup.2一起形成C.sub.3-5烷基桥，R.sup.3是C.sub.1-4烷基或C.sub.2-4烯基，X是(i) --(CH.sub.2).sub.nN(R.sup.4).sub.2，其中每个R.sup.4独立地是C.sub.1-4烷基、C.sub.2-4烯基或可选择取代的C.sub.6 H.sub.5 CH.sub.2--，n为1、2或3，或(ii) 一个含有一个或两个氮原子的5至8元环脂肪族基团，直接连接到酰胺氮原子或通过C.sub.1-3烷基链连接；及其盐。
• Agent for inhibition of cytokine production and agent for inhibition of cell adhesion
  申请人：Chihiro Masatoshi

  公开号：US20070238758A1

  公开（公告）日：2007-10-11

  The present invention provides an agent for inhibiting cytokine production or cell adhesion, comprising at least one compound selected from the group consisting of thiazole derivatives represented by the following general formula: [wherein R 1 is a phenyl group which may have a lower alkoxy group(s) as a substituent(s) on the phenyl ring, and R 2 is a group represented by the following general formula: (wherein R 3 's, which may be the same or different, are each a carboxyl group, a lower alkoxy group or the like) or the like] and salts thereof.

  本发明提供了一种抑制细胞因子产生或细胞黏附的药剂，包括至少一种选择自以下通式所示的噻唑衍生物组中的化合物： [其中R1是苯基，苯基上可能有一个或多个较低的烷氧基作为取代基，R2是以下通式所示的基团之一： （其中R3'可能相同或不同，分别是羧基、较低的烷氧基或类似物）或其盐。]
• Thiophene-2-carboxamide derivatives and their pharmaceutical use
  申请人：LILLY S.A.

  公开号：EP0297697A1

  公开（公告）日：1989-01-04

  Compounds of the following formula have pharmaceutical properties: in which R¹ and R² independently are hydrogen, halo, nitro, amino, C₂₋₅ acylamino, C₁₋₄ alkyl, C₁₋₄ alkoxy, C₁₋₄ alkylthio, C₁₋₄ alkylsulphonyl, N-substituted heterocyclyl, optionally substituted phenyl, optionally substituted phenylthio, optionally substituted phenylsulphonyl or optionally substituted phenylsulphonamido, or R¹ and R² together form a C₃₋₅ alkylene bridge, R³ is C₁₋₄ alkyl or C₂₋₄ alkenyl, and X is (i) -(CH₂)nN(R⁴)₂ where each R⁴ independently is C₁₋₄ alkyl, C₂₋₄ alkenyl or optionally substituted C₆H₅CH₂-, and n is 1, 2 or 3, or (ii) a 5- to 8-membered alicyclic group containing one or two nitrogen atoms and directly attached to the amido nitrogen or attached by a C₁₋₃ alkylene chain; and salts thereof.

  下式化合物具有药物特性： 其中 R¹ 和 R² 独立地为氢、卤素、硝基、氨基、C₂₋₅酰氨基、C₁₋₄ 烷基、C₁₋₄ 烷氧基、C₁₋₄ 烷硫基、C₁₋₄ 烷磺酰基、N-取代杂环基、任选取代的苯基、任选取代的苯硫基、任选取代的苯磺酰基或任选取代的苯磺酰胺基，或 R¹ 和 R² 共同形成 C₃₋₅ 亚烷基桥、R³ 是 C₁₋₄ 烷基或 C₂₋₄ 烯基，且 X 是 (i) -(CH₂)nN(R⁴)₂ 其中每个 R⁴ 独立地是 C₁₋₄ 烷基、C₂₋₄ 烯基或任选取代的 C₆H₅CH₂-、且 n 为 1、2 或 3，或 (ii) 包含一个或两个氮原子并直接连接至氨基氮或通过 C₁₋₃ 亚烷基链连接的 5 至 8 元脂环基团；及其盐类。
• New derivatives of 4-substituted piperazines
  申请人：FABRICA ESPANOLA DE PRODUCTOS QUIMICOS Y FARMACEUTICOS, S.A. (FAES)

  公开号：EP0385043A1

  公开（公告）日：1990-09-05

  The reaction of N-substituted piperazines with carboxylic acids or their active derivatives such as lower-alkyl esters or the acid chlorides, leads to the formation of new piperazine carboxamides of general structural formula I: These compounds and the physiologically acceptable salts thereof are useful as analgesics and antiinflammatory agents.

  N-取代的哌嗪与羧酸或其活性衍生物（如低级烷基酯或酸氯化物）反应，可生成结构通式为 I 的新哌嗪羧酰胺： 这些化合物及其生理上可接受的盐类可用作镇痛剂和消炎剂。
• PHENYL DERIVATIVES AS PGE2 RECEPTOR MODULATORS
  申请人：Idorsia Pharmaceuticals Ltd

  公开号：EP3625222B1

  公开（公告）日：2021-07-21